Calusa Land Trust and Nature Preserve of Pine Island, Florida Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Calusa Land Trust and Nature Preserve of Pine Island, Florida on RentalSaver.com!

Calusa Land Trust and Nature Preserve of Pine Island Rentals

$Charming Pet-Friendly Bungalow... \n2 bed\/2 bath Near Jug Creek & Boat Ramp$
From $211 per night (USD)
VRBO
Charming Pet-Friendly Bungalow... \n2 bed\/2 bath Near Jug Creek & Boat Ramp
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Escape to tranquility on Pine Island! Unplug and unwind at this charming 2-bedroom, 2-bath vacation retreat in the hear ...
From $211 per night (USD)
VRBO
From $179 per night (USD)
Expedia
Bocilla Island Club H-43
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
Nestled in the heart of serenity, the fantastic Island Condo of H43 at Boccilla Island Club beckons you with its unparal ...
From $179 per night (USD)
Expedia
From $294 per night (USD)
VRBO
3BR Waterfront townhome Matlacha with hot tub, boat dock WiFi, bikes and kayaks
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Located in Matlacha, enjoy what this 3-bedroom 2 full bath townhome has to offer. With 1 queen bed, 1 king bed, and 1 tw ...
From $294 per night (USD)
VRBO
$3\/2 Heated Pool Home on the Water, Monthly Rental Beautiful House!!$
From $294 per night (USD)
Expedia
3\/2 Heated Pool Home on the Water, Monthly Rental Beautiful House!!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Stunning 3-bedroom, 2-bathroom pool home located in the gated community of Pine Island Shores in St. James City. This be ...
From $294 per night (USD)
Expedia
$Charming 3\/2 Cottage in Bokeelia!$
From $238 per night (USD)
VRBO
Charming 3\/2 Cottage in Bokeelia!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Charming 3/2 Cottage in Bokeelia! This cozy off-water property features 3 bedrooms, 2 bathrooms and a spacious living ro ...
From $238 per night (USD)
VRBO
$Lazy Dolphin Retreat\n\n$
From $145 per night (USD)
Expedia
Lazy Dolphin Retreat\n\n
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
WARNING ** This property may cause: calmness, relaxation, mindfulness and happiness! Relax at this unique and peaceful ...
From $145 per night (USD)
Expedia
$Colorful waterfront home with private W\/D, WiFi, and dock access$
From $407 per night (USD)
VRBO
Colorful waterfront home with private W\/D, WiFi, and dock access
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Castaway Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $407 per night (USD)
VRBO
$Welcome to the Gecko House! 2\/2 in St. James on Monroe Canal!$
From $243 per night (USD)
Expedia
Welcome to the Gecko House! 2\/2 in St. James on Monroe Canal!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
NEW PROPERTY! Charming 2 bedroom 2 bath on Monroe Canal! This property sits on a very active canal with direct water acc ...
From $243 per night (USD)
Expedia
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VRBO
Saint James City Boaters Paradise
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
A cozy cottage, newly renovated, nestled in on Dawson cannel off of Pine Island sound just 30 minutes by boat to Sanibel ...
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VRBO
$Oceanfront Multi-Family Retreat \/\/ 4 Bed, 4.5 Bath \/\/ 2 Fully Equipped Kitchens!$
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Expedia
Oceanfront Multi-Family Retreat \/\/ 4 Bed, 4.5 Bath \/\/ 2 Fully Equipped Kitchens!
Bedrooms:
5
Bathrooms:
4
Sleeps:
10
Welcome to your private waterfront getaway in Bokeelia, Florida! Enjoy amazing views of Charlotte Harbor, fish from the ...
Click For Pricing
Expedia
Click For Pricing
VRBO
Sandpiper Oasis St James
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
to spend with. Set in a prime location, it offers modern amenities and comfortable accommodations for a memorable vacati ...
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VRBO
From $200 per night (USD)
Expedia
2 Mi to Boat Ramp: Home in Bokeelia
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Pet Friendly w/ Fee | Private Outdoor Shower | 2 Mi to Jug Creek Marina Surrounded by scenic sites and waterfront attra ...
From $200 per night (USD)
Expedia
Click For Pricing
VRBO
Las Olas - Your Private Paradise on North Captiva Island, Island Paradise for your Family, Dog-Frien
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Las Olas - Your Private Paradise on North Captiva Island 🏆 Two-Time TOP VACATION RENTAL AWARD Winner 🏆 Escape to Las O ...
Click For Pricing
VRBO
From $254 per night (USD)
Expedia
St James City,Watch sunsets,Dolphins, manatees on Canal while on Spa, kayaks
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Enjoy our spectacular waterfront view deck with direct gulf access, along with various water-based activities with two k ...
From $254 per night (USD)
Expedia
$Luxury Oasis w\/ Ocean Views! Pool! Steps to Beach!$
From $1322 per night (USD)
VRBO
Luxury Oasis w\/ Ocean Views! Pool! Steps to Beach!
Bedrooms:
6
Bathrooms:
5
Sleeps:
14
Isle Escape is a pristine home built new in 2024, and conveniently located 200 feet from the island's pristine beaches. ...
From $1322 per night (USD)
VRBO
$The Island House on Pine Island\nwith heat-pump heated most privacy pool$
From $194 per night (USD)
Expedia
The Island House on Pine Island\nwith heat-pump heated most privacy pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Welcome to "The Island Home", a fully equipped private retreat nestled on Pine Island. Wake up to the serene ambiance of ...
From $194 per night (USD)
Expedia
From $162 per night (USD)
VRBO
Incredible location. Waterfront unit in Matlacha with many amenities!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Turnkey furnished - 1 bed, 1 bath with additional queen pullout sofa bed in the living room. Additional outside shower. ...
From $162 per night (USD)
VRBO
From $685 per night (USD)
Expedia
Turtle Escape: Pool, Beach & Fun!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: 🍹 Outdoor Oasis: Pool, Bar, Games, TV & Shower 🐚 Beach Access: A Short Leisurely Stroll Away 🛥️ Shared boat ...
From $685 per night (USD)
Expedia
From $203 per night (USD)
VRBO
Summer Special! Gorgeous Four Winds Condo!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Come enjoy this beautiful newly remodeled 2 bedroom 2 bath condo with an amazing marina view! Four Winds Marina has The ...
From $203 per night (USD)
VRBO
From $440 per night (USD)
Expedia
Priceless Waterfront Escape in Matlacha
Bedrooms:
1
Bathrooms:
2
Sleeps:
7
Discover island living at our newly-remodeled waterfront escape in Matlacha on a deep water canal with a private dock (l ...
From $440 per night (USD)
Expedia
From $208 per night (USD)
VRBO
Tangerine Dream Tropical Pool and Canal Retreat
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to your slice of paradise in St. James City. This charming vacation rental offers the perfect blend of comfort, ...
From $208 per night (USD)
VRBO
From $231 per night (USD)
Expedia
3 bed 2 bath Gulf Access with boat lift in the heart of Saint James City.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This stunning 3-bedroom, 2-bathroom Gulf Access canal home, built in 2023, offers the perfect blend of modern living and ...
From $231 per night (USD)
Expedia
$3\/2 Stilt Home in the Heart of Saint James City$
From $137 per night (USD)
VRBO
3\/2 Stilt Home in the Heart of Saint James City
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Very desirable stilt vacation rental in a wonderfully friendly and quiet neighborhood. Old Saint James City has a conve ...
From $137 per night (USD)
VRBO
$SEA TURTLE COVE-BEACHFRONT LUXURY-3 BR\/2BA Pool\/Hot tub combo - Golf Cart$
From $749 per night (USD)
Expedia
SEA TURTLE COVE-BEACHFRONT LUXURY-3 BR\/2BA Pool\/Hot tub combo - Golf Cart
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Sea Turtle Cove – Beautiful Sunsets - North Captiva Island Our POOL/HOT Tub combo is complete - check out the new pictu ...
From $749 per night (USD)
Expedia
From $94 per night (USD)
VRBO
Island Getaway - Monthly Rental - 3 Queen Beds
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Enjoy island life in this spacious and serene space. Gulf access and restaurants are in walking distance as well as boat ...
From $94 per night (USD)
VRBO
From $275 per night (USD)
VRBO
Turtle House in matlacha on the water with spectacular sunsets
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This peacefull yet centrally located property has all the comforts you will need for the perfect getaway or extended sta ...
From $275 per night (USD)
VRBO
From $182 per night (USD)
VRBO
Bocilla Island Club Unit H-42
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
Immerse yourself in the splendor of Charlotte Harbor with a stay in this exquisite waterfront condo. Prepare to be capti ...
From $182 per night (USD)
VRBO
From $223 per night (USD)
Expedia
Matlacha Fishing cottage
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This newly renovated 1940's Fishing Cottage is certain to catch your eye. Matlacha is a quiet village just on the way t ...
From $223 per night (USD)
Expedia
From $271 per night (USD)
VRBO
A piece of heaven on earth, where island time begins.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Looking for peace and tranquility? Come visit and get to know quaint Saint James City, FL. Beautiful sunset views right ...
From $271 per night (USD)
VRBO
From $327 per night (USD)
Expedia
Beautiful three bedroom, two bath, large home has a pool and boat lift.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Escape to this stunning vacation rental, a spacious ground-level guest house with three bedrooms and two bathrooms. This ...
From $327 per night (USD)
Expedia
From $675 per night (USD)
VRBO
Newer construction designed to bring the outside in, short walk to the beach
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Breezy Palm is a two minute barefoot walk to the Island’s pristine white sand gulf beach. Come here to enjoy the tranqu ...
From $675 per night (USD)
VRBO
From $225 per night (USD)
Expedia
Off the charts Inn - Double Efficiency Room
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Experience comfort in our Double Efficiency, featuring two double beds, a living area, and a fully equipped kitchen. Unw ...
From $225 per night (USD)
Expedia
From $472 per night (USD)
VRBO
Stunning Waterfront Home with Southeast Bay Frontage - Villa Cuquita
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Villa Cuquita • St. James City Vacation Rental Due to recent Storm Damage boat lift is not operable at this time ...
From $472 per night (USD)
VRBO
From $304 per night (USD)
Expedia
Cozy and Private our island home on North Captiva is the perfect escape
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Nestled at the conclusion of a tranquil lane lies Calliope Cottage, a snug and well-appointed bungalow offering optimal ...
From $304 per night (USD)
Expedia
From $726 per night (USD)
VRBO
Hear the Waves & See the Beach - 1 house to shore
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: 🌊 Amazing beach views & stunning sunsets 🏠 Professionally designed & extremely comfortable 🛥️Shared boat doc ...
From $726 per night (USD)
VRBO
From $2995 per night (USD)
Expedia
Beachfront Bliss: MANGROVE MANOR- Elevator, Private Pool and Spa, Boat Dock
Bedrooms:
5
Bathrooms:
6
Sleeps:
19
Welcome to Mangrove Manor, your ultimate beachfront getaway! This stunning 5,886 sqft, 5-bedroom, 5-bathroom house is d ...
From $2995 per night (USD)
Expedia
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VRBO
Beautiful home 100 steps from a white sandy beach.
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
If you are looking for a place to get away from it all, this is it! Enjoy beautiful quiet beaches on an island that doe ...
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VRBO
$3\/2 Pool Home in St. James, Gorgeous Views!$
From $291 per night (USD)
Expedia
3\/2 Pool Home in St. James, Gorgeous Views!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Three bedroom two home with amazing canal views. This home includes a heated pool, boat lift, 3 bedrooms, large outside ...
From $291 per night (USD)
Expedia
From $318 per night (USD)
VRBO
3 Bed 2 Bath on Deep Canal 5 minutes to channel CLEAN & NICE. New boat hoist
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
No hurricane damage. This property is 100% ready to occupy. Nestled in Saint James City, Pine Island, Florida, this hous ...
From $318 per night (USD)
VRBO
From $261 per night (USD)
VRBO
PERFECT FISHING RETREAT, BEAUTIFUL HOME! JUST OFF PINE ISLAND SOUND.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This charming open plan home sleeps 4 and is a short unrestricted boat ride to the Gulf of Mexico and the Inter Coasta ...
From $261 per night (USD)
VRBO
From $317 per night (USD)
VRBO
Boaters Paradise in St James City
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
The Boathouse is a recently remodeled home with waterfront access. Come and enjoy the laid back lifestyle of Pine Island ...
From $317 per night (USD)
VRBO
$Dog-friendly, canal-front getaway with a dock, screened lanai, & washer\/dryer$
From $312 per night (USD)
Expedia
Dog-friendly, canal-front getaway with a dock, screened lanai, & washer\/dryer
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Lavender Life Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $312 per night (USD)
Expedia
From $206 per night (USD)
VRBO
Cozy and warm 3-bedroom cottage with a pool in the island
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Enjoy the peace and tranquility of island living in this super clean cozy cottage that sits on a nearly 2/3-acre lot in ...
From $206 per night (USD)
VRBO
From $502 per night (USD)
Expedia
The most Comfortable home
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Super well located in the St James City FL , the property is fully furnished included with all the amenities included an ...
From $502 per night (USD)
Expedia
$Beautiful 5\/3 Pool, Saltwater Cove, Sleeps 10!$
From $403 per night (USD)
VRBO
Beautiful 5\/3 Pool, Saltwater Cove, Sleeps 10!
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Luxury 5-Bedroom Home on Private Saltwater Cove with Stunning Views! Discover your dream waterfront retreat! This exquis ...
From $403 per night (USD)
VRBO
From $429 per night (USD)
Expedia
Endless Summer Bliss: 3BR Gulf-Access Dream
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to your secret haven of bliss in Southwest Cape Coral! This 3-bedroom, 2-bathroom dream home is your personal sa ...
From $429 per night (USD)
Expedia
$2\/2.5 Waterfront condo with pools and tennis courts$
From $229 per night (USD)
VRBO
2\/2.5 Waterfront condo with pools and tennis courts
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Escape to the enchanting Bocilla Island Club and experience the epitome of island living. This beautifully designed town ...
From $229 per night (USD)
VRBO
$3\/3 Home in Matlacha with Downstairs Suite! Incredible Views!$
From $220 per night (USD)
Expedia
3\/3 Home in Matlacha with Downstairs Suite! Incredible Views!
Bedrooms:
3
Bathrooms:
3
Sleeps:
3
Check out this 2/2 in the heart of Matlacha! Two bedrooms upstairs with deck overlooking open water and 1 bedroom suite ...
From $220 per night (USD)
Expedia
From $223 per night (USD)
VRBO
Hidden Gem of South West Florida
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Enjoy your gulf access waterfront paradise in quaint Saint James City, Florida. A beautiful community to bask in the s ...
From $223 per night (USD)
VRBO
From $884 per night (USD)
Expedia
PELICAN PERCH - Unobstructed Views, Private Pool, Golf Cart -Wow!
Bedrooms:
4
Bathrooms:
2
Sleeps:
8
Pelican’s Perch – Location, Location, Location! This luxury home is just steps to the beach, unobstructed gulf views, a ...
From $884 per night (USD)
Expedia
From $304 per night (USD)
VRBO
Flamingo Bay Cottage (3-Bedroom) - Pets Allowed by RedAwning
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Welcome to Flamingo Bay Cottage, your idyllic retreat nestled in the heart of paradise in Saint James City, Florida. T ...
From $304 per night (USD)
VRBO
From $394 per night (USD)
Expedia
Game Room + Screened Lanai: Pine Island Getaway!
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Live like an islander at 'Serene Pine Island Getaway,' a St James City vacation rental! This inviting destination offers ...
From $394 per night (USD)
Expedia
From $285 per night (USD)
VRBO
The Clubhouse - Fish, Bike and Relax in this spacious Home with a Hot Tub
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Welcome to the Florida retreat. Nestled in a prime island location, our stylish well appointed home is ready for you to ...
From $285 per night (USD)
VRBO
$Beautiful SJC Island Condo w\/heated pool on main canal, great fishing!$
From $117 per night (USD)
Expedia
Beautiful SJC Island Condo w\/heated pool on main canal, great fishing!
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
A fishing and boating paradise! ~You're on Island Time~ A beautiful, professionally decorated waterfront condo in St. J ...
From $117 per night (USD)
Expedia
From $158 per night (USD)
VRBO
Dockside Breeze
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
A Fisherman’s getaway. You’ll treasure your peaceful time in St. James City with excellent fishing just minutes away. En ...
From $158 per night (USD)
VRBO
From $176 per night (USD)
Expedia
Corner Condo in Blue Crab Key, Bokeelia!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Immaculate waterfront condo with one of the best views around. Direct access to Matlacha Pass and some of the worlds bes ...
From $176 per night (USD)
Expedia
From $11154 per night (USD)
VRBO
Captain's Harbor Condo Relax: on your private screened balcony and enjoy the scenery just outside this gorgeous condo.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Relax on your private screened balcony and enjoy the scenery just outside this gorgeous condo. Everything you need is he ...
From $11154 per night (USD)
VRBO
From $229 per night (USD)
Expedia
Blue Crab Key Condo! Two Bedroom Two Bathroom!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This beautiful 2 bedroom, 2.5 bath condo has everything you need to enjoy the island to the fullest! Blue Crab Key is a ...
From $229 per night (USD)
Expedia
From $176 per night (USD)
VRBO
Blue Crab Key Condo with Amazing Water Views!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Beautiful, Bright & Airy Condo with Spectacular Views of Pine Island Creek. This beautiful 2 bedroom 2 and 1/2 bath cond ...
From $176 per night (USD)
VRBO
$Captain`s Harbor Condo 2\/2 on the water!$
From $173 per night (USD)
Expedia
Captain`s Harbor Condo 2\/2 on the water!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Experience real Florida living in this beautiful condo with all of its charm. True island decor abounds in this 2 bedroo ...
From $173 per night (USD)
Expedia
$Private home on the canal with dock, screened pool, patio, AC, & W\/D - dog-friendly$
From $245 per night (USD)
VRBO
Private home on the canal with dock, screened pool, patio, AC, & W\/D - dog-friendly
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Rock N' Reel Boat House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $245 per night (USD)
VRBO
$Bokeelia Bliss! 2\/2 Pool Home with Incredible Gulf Access! *No Hurricane Damage$
From $302 per night (USD)
Expedia
Bokeelia Bliss! 2\/2 Pool Home with Incredible Gulf Access! *No Hurricane Damage
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Welcome to Bokeelia Bliss! This two bedroom two bath pool home is everything you need in a vacation rental. Walk into th ...
From $302 per night (USD)
Expedia
$Beautiful waterfront home with pool\/spa, boat lift, kayaks and kayak launch!$
From $410 per night (USD)
VRBO
Beautiful waterfront home with pool\/spa, boat lift, kayaks and kayak launch!
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Island home with direct access to Matlacha Pass. A 2-story property equipped with a pool and spa, high-speed internet, s ...
From $410 per night (USD)
VRBO
From $1002 per night (USD)
Expedia
Private Island Luxury * Pool * Dock * Club Access
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Summary: 🏠 Exquisite interior design & curated coastal furnishings 🏖️ Stroll to beach: chairs, umbrellas, wagon provid ...
From $1002 per night (USD)
Expedia
$3\/2 Heated Pool Home With Endless Water Views!$
From $408 per night (USD)
VRBO
3\/2 Heated Pool Home With Endless Water Views!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
TThis 3 bedroom 2.5 bath heated pool home is the perfect spot for relaxation. Bring your boat or enjoying the two kayaks ...
From $408 per night (USD)
VRBO
From $152 per night (USD)
Expedia
Bocilla Island Club - Newly Renovated Condo
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
Stay at Bocilla Island Club and enjoy this beautiful 2 bedroom, 2 1/2 bath, newly refurbished, clean condo. You will ap ...
From $152 per night (USD)
Expedia
$Gorgeous Off Water 3\/2 with Pool in the Heart of Pine Island!$
From $290 per night (USD)
VRBO
Gorgeous Off Water 3\/2 with Pool in the Heart of Pine Island!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This beautiful upgraded 3 bedroom 2 bath pool home in St. James City has everything you are looking for a relaxing islan ...
From $290 per night (USD)
VRBO
$Marina Gardens Condo, 2\/2 with Incredible Endless Water Views! Boat Lift Included!$
From $184 per night (USD)
Expedia
Marina Gardens Condo, 2\/2 with Incredible Endless Water Views! Boat Lift Included!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to Marina Gardens where you find endless water views! This 2/2 condo features a full kitchen, 2 bathrooms, split ...
From $184 per night (USD)
Expedia
From $564 per night (USD)
VRBO
Boater's Dream Nestled On a Wide Gulf Access Canal - Bokeelia Breeze
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Bokeelia Breeze • Bokeelia Vacation Rental Nestled on a wide Gulf access canal, Bokeelia Breeze is every boater's dream ...
From $564 per night (USD)
VRBO
From $1012 per night (USD)
Expedia
NEW LISTING! OCEAN PARADISE: BEACHFRONT, SLEEPS 12, 2 CARTS, POOL, GAMES, & FUN
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
Introducing Ocean Paradise: A Luxurious Beachfront Retreat on North Captiva Island, Now Available for your next vacation ...
From $1012 per night (USD)
Expedia
From $201 per night (USD)
VRBO
The Palm Tree House
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
beautiful 3 bedroom 2 bath home in a 55 plus community. Situated on 1/3 of an acre and backing onto a palm tree farm, ...
From $201 per night (USD)
VRBO
$2\/1 in St. James City, Fenced in Yard, Bring Your Pup! Water Access!$
Click For Pricing
Expedia
2\/1 in St. James City, Fenced in Yard, Bring Your Pup! Water Access!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This cozy property features a newly installed fenced yard, outdoor seating, and a waterfront lot with a boat slip just a ...
Click For Pricing
Expedia
$Matlacha Cottage 2\/2 remodeled& sunsets!\n$
From $436 per night (USD)
VRBO
Matlacha Cottage 2\/2 remodeled& sunsets!\n
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to The Matlacha Cottages, a serene and unique open water getaway, perfect for solo travelers or couples. This ma ...
From $436 per night (USD)
VRBO
$Matlacha Magic w\/ Sunsets\n$
From $291 per night (USD)
Expedia
Matlacha Magic w\/ Sunsets\n
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to The Matlacha Cottages, where history meets uniqueness and romance in the heart of Matlacha, a wildlife marine ...
From $291 per night (USD)
Expedia
From $466 per night (USD)
VRBO
Tropical Island Oasis Full Home
Bedrooms:
2
Bathrooms:
3
Sleeps:
12
4 bed • 2 bath • 1,600 sqft • 0.26 acres lot This lush tropical island oasis is the boating enthusiast's paradise: Priv ...
From $466 per night (USD)
VRBO
From $530 per night (USD)
Expedia
Amazing Condo in Four Winds!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This condo offers the finest in island getaway accommodations. Beautiful waterfront 2 bedroom/2 bath unit with abundant ...
From $530 per night (USD)
Expedia
From $262 per night (USD)
VRBO
Luxurious and Comfortable Waterfront Home with Gulf Access.
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Beautifully appointed two bedrooms with 2 baths. Wonderful screened pool. Full kitchen, laundry room, separate dining ro ...
From $262 per night (USD)
VRBO
$Condo in Four Winds! 2\/2 Incredible Water Views!$
From $226 per night (USD)
Expedia
Condo in Four Winds! 2\/2 Incredible Water Views!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This condo offers the finest in island getaway accommodations. Beautiful waterfront 2 bedroom/2 bath unit with abundant ...
From $226 per night (USD)
Expedia
From $378 per night (USD)
VRBO
Waterside Cottage: Newly Renovated on canal w 26’ boat dock!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Enjoy our peaceful little 5 Star rated island paradise nestled beneath sprawling oaks and scattered palms just minutes f ...
From $378 per night (USD)
VRBO
From $187 per night (USD)
Expedia
Redfish @ 2 Fish Inn Waterfront Location
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
The Redfish unit is a one-bedroom suite at Two Fish Inn that offers a cozy retreat, featuring a queen bed in the bedroom ...
From $187 per night (USD)
Expedia
From $187 per night (USD)
VRBO
Tarpon @ 2 Fish Inn with Pool and Dockage on Pine Island
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
The Tarpon is a one-bedroom suite at Two Fish Inn that offers a cozy retreat, featuring a queen bed in the bedroom, a pl ...
From $187 per night (USD)
VRBO
From $555 per night (USD)
VRBO
Escape to SALTWATER&SUNSETS -Newly Remodeled-Pool & Club Access
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
🏝 As soon as you step on one of the BOAT FERRIES THAT DELIVERS you to the island let your cares melt away, enjoy the l ...
From $555 per night (USD)
VRBO
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VRBO
3 bedroom 2 bath pool home in quiet neighborhood
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Escape to a charming 3-bedroom, 2-bathroom canal home, offering a delightful pool and dock. This tastefully decorated re ...
Click For Pricing
VRBO
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Expedia
Matlacha Island House
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
Come experience the colorful charm and laid back style of Matlacha! This beautiful, bright and clean 2 bedroom, 2 bath ...
Click For Pricing
Expedia
From $314 per night (USD)
VRBO
BEAUTIFUL WATERFRONT HOME WITH SALTWATER POOL AND CANAL ACCESS
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The relaxed atmosphere at this beautiful home is perfect for vacationers who want to get away from everyday stress and w ...
From $314 per night (USD)
VRBO
From $207 per night (USD)
Expedia
Beautiful waterfront condo with gulf access
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
Welcome to Bocilla Island Club! Just listed and AVAILABLE JANUARY, FEB AND/OR MARCH 2024. This turnkey waterfront townho ...
From $207 per night (USD)
Expedia
From $864 per night (USD)
VRBO
Oasis: Pool, Hot Tub, Golf Cart & Stunning Views
Bedrooms:
4
Bathrooms:
3
Sleeps:
10
Welcome to Tortuga Sunset – Your Caribbean Escape on North Captiva Island! Transport yourself to paradise at Tortuga Su ...
From $864 per night (USD)
VRBO
$Waterfront Home w\/ Sunroom & Dock in St James City$
From $229 per night (USD)
Expedia
Waterfront Home w\/ Sunroom & Dock in St James City
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Escape to Pine Island for a waterfront stay at this 3-bedroom, 2-bathroom vacation rental! The bright, comfortable inter ...
From $229 per night (USD)
Expedia
$\FLORIDAYS\ Newly Completed Private Beach House w\/ Heated Pool & Spa. 2 Carts$
From $816 per night (USD)
VRBO
\"FLORIDAYS\" Newly Completed Private Beach House w\/ Heated Pool & Spa. 2 Carts
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Photos updated December 2023 “FLORIDAYS" Completed in 2019, this new custom-designed and crafted 4 bedroom, 4 full bath ...
From $816 per night (USD)
VRBO
From $419 per night (USD)
Expedia
Townhome with stunning view of Matlacha Pass
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
Stunning Views….A unique town home community nestled on the island of Matlacha. This Matlacha location is literally minu ...
From $419 per night (USD)
Expedia
$Direct Gulf Access w\/ 60' Boat Dock \/360 Views\/ Private Heated Pool\/Pet Friendly$
From $374 per night (USD)
VRBO
Direct Gulf Access w\/ 60' Boat Dock \/360 Views\/ Private Heated Pool\/Pet Friendly
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
White Sands is a luxury custom built waterfront home completed in 2022. Heated pool and direct access to the Gulf of Mex ...
From $374 per night (USD)
VRBO
From $242 per night (USD)
Expedia
Beautiful, cozy, clean & fresh house on a canal with private ramp, spce to moore
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
This house is located at the North of Pine Island, a tranquil, scenic, peaceful, tropical scenery. The area is renown fo ...
From $242 per night (USD)
Expedia
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VRBO
Beachfront🌊3 KING suites & bunk room🛏️Pet Friendly🐾
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Summary: Currently Under Renovation – Get Ready to Experience The All New Sunset Escape in Summer 2025! 👙GULF FRONT 180 ...
Click For Pricing
VRBO
From $135 per night (USD)
Expedia
Island Paradise, waterfront location
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Quiet island living, with quick access to pine island sound from your dock. Great kyaking, fishing and 16 miles of safe ...
From $135 per night (USD)
Expedia
From $733 per night (USD)
VRBO
The Salty Conch - Luxury Just Steps To The Beach with Private Pool
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Book your stay at the beautiful, new to the rental market, island house, just a short golf cart ride to the beach! The ...
From $733 per night (USD)
VRBO
From $1106 per night (USD)
Expedia
BLUE MANGO -- Tropical Seclusion Steps from the Beach
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
"HURRICANE HELENE/MILTON UPDATE: We sustained only MINOR damage, mostly to the exterior landscape and are READY ...
From $1106 per night (USD)
Expedia
$Saint James hidden gem. 3\/2 canal front home with 3 kayaks.$
From $196 per night (USD)
VRBO
Saint James hidden gem. 3\/2 canal front home with 3 kayaks.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Your gulf access waterfront paradise is waiting in quaint Saint James City. 3 Kayaks for your use to explore or fish. M ...
From $196 per night (USD)
VRBO
From $379 per night (USD)
Expedia
Gulf getaway! Boat dock, HEATED saltwater pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to @TheGulfGetaway an incredible canal-side home built to make memories. You'll enjoy the comfort of a fully equ ...
From $379 per night (USD)
Expedia
From $113 per night (USD)
VRBO
Lovely 1-Bedroom Vacation Home with Pool & Dock
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Relax with the whole family at this peaceful place to stay. High speed WI-FI, completely furnished, fully equipped kitch ...
From $113 per night (USD)
VRBO
From $385 per night (USD)
VRBO
Gorgeous Private Getaway-Private Pool-beautifully remodeled 3-bedroom, 2-bath.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to your perfect getaway on Pine Island, where relaxation meets adventure! Our beautifully remodeled home in Boke ...
From $385 per night (USD)
VRBO

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